Portland to Chicago

PDXORD

Fly from Portland to Chicago starting at USD 133 with Alaska Airlines.Best fare available on Sep 11, 2026.Limited seats. Better plans. Book before it's gone.

Portland to Chicago cheapest flights this week

11 Sept
Frontier Airlines
15:22PDX
08:01ORD
1 StopUSD 141VIEW DEAL
11 Sept
Alaska Airlines
07:06PDX
11:26ORD
DirectUSD 133VIEW DEAL
12 Sept
Alaska Airlines
07:06PDX
11:26ORD
DirectUSD 179VIEW DEAL
12 Sept
Frontier Airlines
12:24PDX
03:38ORD
1 StopUSD 182VIEW DEAL
13 Sept
Frontier Airlines
12:38PDX
22:23ORD
1 StopUSD 183VIEW DEAL
15 Sept
Alaska Airlines
07:06PDX
11:26ORD
DirectUSD 223VIEW DEAL
16 Sept
United Airlines
10:35PDX
14:48ORD
DirectUSD 212VIEW DEAL
16 Sept
United Airlines
23:02PDX
03:03ORD
DirectUSD 146VIEW DEAL
17 Sept
Frontier Airlines
12:38PDX
22:23ORD
1 StopUSD 183VIEW DEAL
25 Sept
Frontier Airlines
15:22PDX
08:01ORD
1 StopUSD 167VIEW DEAL

Portland to Chicago monthly flight fare trend

Sep
from USD 133
Oct
from USD 145
Nov
No flights
Dec
from USD 160
Jan
No flights
Feb
No flights

Airport Details

Origin

Portland

Portland International Airport (PDX)

Portland, PDX
Zone

Los Angeles

Elev

31 ft

Destination

Chicago

Chicago O'Hare International Airport (ORD)

Chicago, ORD
Zone

Chicago

Elev

680 ft

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